Hydrochloric Acid → 1-(3-benzyl-1,5-dihydro-5-thioxo-4H-1,2,4-triazol-4-yl)-2-propanone

HRID 26495Notes

Reaction equation

HRID 26495 reaction equation
C1O[C:4]([CH3:19])([CH2:5][N:6]2[C:10](=[S:11])[NH:9][N:8]=[C:7]2[CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[O:3]C1.Cl>C(O)C>[CH2:12]([C:7]1[N:6]([CH2:5][C:4](=[O:3])[CH3:19])[C:10](=[S:11])[NH:9][N:8]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 213235511-(3-benzyl-1,5-dihydro-5-thioxo-4H-1,2,4-triazol-4-yl)-2-propanone ethylenacetal

Product 1

HCID 213234591-(3-benzyl-1,5-dihydro-5-thioxo-4H-1,2,4-triazol-4-yl)-2-propanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 10 ml of ethanol was added 1.1 g of the 1-(3-benzyl-1,5-dihydro-5-thioxo-4H-1,2,4-triazol-4-yl)-2-propanone ethylenacetal obtained in Reference Example 5, followed by addition of 5.0 ml of 2N-hydrochloric acid. The mixture was refluxed for 40 minutes and, then, concentrated to half the original volume. To the concentrate was added water and the resultant precipitate was recovered by filtration. This procedure provided 1-(3-benzyl-1,5-dihydro-5-thioxo-4H-1,2,4-triazol-4-yl)-2-propanone as crystals. Recrystallization from ethyl acetate gave colorless needles melting at 163°-165° C.

Workup

  1. customobtained in Reference Example 5
  2. temperatureThe mixture was refluxed for 40 minutes
  3. concentrationconcentrated to half the original volume
  4. additionTo the concentrate was added water
  5. filtrationthe resultant precipitate was recovered by filtration

Sources & evidence

ORD record
ord-5cebb67da49945f99aaa3c98a0cda91a
Source dataset
uspto-grants-1979_04
Patent number
US04150139

Reaction notes

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